Owner Direct Vacation Rentals in Calheta

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. ODVR
  2. Vacation Rentals
  3.  Portugal

  4.  Madeira Region

  5.  Calheta

Refine your search

Price per night

Amenity Filter

Rating

1847 Calheta Vacation Homes From $60

Looking for the ideal vacation rental in Calheta? Discover an extensive gallery of private rentals offering space, comfort, and authentic local character. Owner Direct simplifies your search by matching you with verified property options.

Refúgio do Santa
Refúgio do Santa
House
Calheta, Madeira Region, Portugal
0.2k from Calheta center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

3 Bedrooms6 Guests
9.4

Superb

7 reviews

$116
Average price / night
Check Availability
STONE HOUSE
STONE HOUSE
Cottage
Lombo do Doutor, 9370, Portugal
0.1k from Calheta center

AC, Crib, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
10.0

Exceptional

8 reviews

$164
Average price / night
Check Availability
Casa Miradouro do Pigarro, Sunny Apartment
Casa Miradouro do Pigarro, Sunny Apartment
Apartment
Calheta, Portugal
0.2k from Calheta center

Air Conditioner, Balcony/Terrace, Parking, View, Security/Safety, Child Friendly

1 Bedroom3 Guests
9.1

Superb

25 reviews

$88
Average price / night
Check Availability
Apartment 'Morning Glory' with Sea View, Shared Pool and Wi-Fi
Apartment 'Morning Glory' with Sea View, Shared Pool and Wi-Fi
Apartment
Estreito da Calheta, 9370-179, Portugal
0.1k from Calheta center

Balcony, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, No Smoking, Outdoor Space

1 Bedroom2 Guests
New to Booking
$654
Average price / night
Check Availability
Marina View Apartment - Pool & stunning ocean view
Marina View Apartment - Pool & stunning ocean view
Apartment
Portugal
0.2k from Calheta center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Family

2 Bedrooms4 Guests
9.8

Exceptional

11 reviews

$259
Average price / night
Check Availability
VIEWPOINT HOUSE
VIEWPOINT HOUSE
Cottage
Calheta, 9370-173, Portugal
0.2k from Calheta center

AC, Balcony, Crib, Dryer, Heater, Internet, Kitchen, Laundry, Microwave

1 Bedroom2 Guests
10.0

Exceptional

2 reviews

$207
Average price / night
Check Availability
Lombo do Doutor Cottage 1 by Mth
Lombo do Doutor Cottage 1 by Mth
House
Portugal
0.3k from Calheta center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Self-catering

1 Bedroom3 Guests
8.7

Fabulous

20 reviews

$133
Average price / night
Check Availability
Luxury Villa Pérola
Luxury Villa Pérola
House
Calheta, 9370-179, Portugal
0.3k from Calheta center

AC, Balcony, Crib, Fitness Equipment, Free Parking, Heater, Internet, Laundry, No Smoking

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$579
Average price / night
Check Availability
Lombo do Doutor Cottage 2 by Mth
Lombo do Doutor Cottage 2 by Mth
House
Portugal
0.3k from Calheta center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Self-catering

1 Bedroom3 Guests
8.0

Good

22 reviews

$136
Average price / night
Check Availability
Casa Félix, Calheta: Villa with unique view! Private Pool!
Casa Félix, Calheta: Villa with unique view! Private Pool!
House
Madeira, 9370-765, Portugal
0.3k from Calheta center

AC, Balcony, Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
10.0

Exceptional

144 reviews

$276
Average price / night
Check Availability
Marina Rooms
Marina Rooms
House
Calheta, Portugal
0.3k from Calheta center

B&bs, Cheap, Accommodations, Parking, Guest houses, Homestays, Lodgings, Vacation rentals, Beach

5 Bedrooms12 Guests
7.8

Good

330 reviews

$239
Average price / night
Check Availability
Sunny Studio apartment right by the ocean
Sunny Studio apartment right by the ocean
Apartment
Lombo Do Doutor, 9370-763, Portugal
0.3k from Calheta center

Extra Bed, Free Parking, Internet, No Smoking

2 Bedrooms4 Guests
New to Booking
$121
Average price / night
Check Availability
Les Terrasses Suites
Les Terrasses Suites
House
Calheta, Madeira Region, Portugal
0.3k from Calheta center

Cheap, Accommodations, Pools, Parking, Homestays, Lodgings, Vacation rentals, Places to stay, Self-catering

4 Bedrooms8 Guests
9.0

Fabulous

152 reviews

$176
Average price / night
Check Availability
One Sweet World pool Villa
One Sweet World pool Villa
Villa
Calheta, 9370-763, Portugal
0.4k from Calheta center

Kitchen, Laundry, Living Area, Microwave, No Smoking, Pool, TV, Washer

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$627
Average price / night
Check Availability
O Meu Sonho
O Meu Sonho
House
Portugal
0.3k from Calheta center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

4 Bedrooms8 Guests
9.4

Superb

68 reviews

$60
Average price / night
Check Availability
Santa Catarina House Madeira
Santa Catarina House Madeira
House
Lombo Do Doutor, 9370, Portugal
0.4k from Calheta center

AC, Balcony, Barbecue, Free Parking, Heater, Housekeeping, Internet, Kitchen, Laundry

3 Bedrooms7 Guests
10.0

Exceptional

44 reviews

$139
Average price / night
Check Availability
Sky & Ocean Villa
Sky & Ocean Villa
Villa
Calheta, Portugal
0.4k from Calheta center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering

3 Bedrooms16 Guests
8.8

Fabulous

46 reviews

$426
Average price / night
Check Availability
Luxury Villa with private pool, beautiful ocean views and mountain
Luxury Villa with private pool, beautiful ocean views and mountain
Villa
calheta, 9370-763, Portugal
0.4k from Calheta center

Balcony, Barbecue, Fireplace, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms4 Guests
9.8

Exceptional

84 reviews

$197
Average price / night
Check Availability
Holiday Home 'Calheta Beach House T2' with Mountain View, Private Terrace and Wi-Fi
Holiday Home 'Calheta Beach House T2' with Mountain View, Private Terrace and Wi-Fi
House
Lombo Do Doutor, 9370-135, Portugal
0.4k from Calheta center

Barbecue, Extra Bed, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

2 Bedrooms6 Guests
8.0

Good

1 reviews

$420
Average price / night
Check Availability
GuestReady - A marvellous stay in Calheta
GuestReady - A marvellous stay in Calheta
Apartment
Calheta, 9370, Portugal
0.5k from Calheta center

Free Parking, Heater, Kitchen, Microwave, No Smoking, Outdoor Space, Pool, TV

1 Bedroom2 Guests
9.4

Superb

3 reviews

$260
Average price / night
Check Availability
Cliff House
Cliff House
Cottage
Lombo do Doutor, 9370, Portugal
0.5k from Calheta center

Balcony, Crib, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
10.0

Exceptional

8 reviews

$202
Average price / night
Check Availability

Pro Tip:
OwnerDirectVacationRental aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Calheta.

Where to stay in Calheta? Best neighborhoods & areas

Stay Near Calheta's Top Attractions

OwnerDirectVacationRental can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Calheta Vacation Rentals on the Map

Why Travelers Love Using Owner Direct to
Find Austin Vacation Rentals

What makes our vacation rentals stand out?

check-mark

Verified Properties

Every vacation rentals shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.

check-mark

Value You Can Trust

Compare a range of properties and find fair, transparent pricing—no hidden fees.

check-mark

Endless Variety

From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.

Frequently Asked Questions

There are a lot of options in Calheta. If you plan on staying in the Calheta area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Calheta

You can explore 1847 verified vacation rentals in Calheta. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Calheta vary depending on the season, property size, and location. Rates typically start from around $60 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Calheta include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Calheta welcome pets. Currently, 6 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it's recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Calheta often include amenities such as View, Balcony/Terrace, and Ocean View. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.